Triethylamine → HCID 18470601, compound

Participants

Reaction Steps

N-t-butyloxycarbonyl-1,2-diaminoethane (355 mg, 2.22 mmol), dimethylaminopyridine (27 mg, 0.222 mmol), and triethylamine (247 mg, 2.44 mmol) were combined in 5 mL of dry dichloromethane. 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazol-4-oyl chloride (607 mg, 2.22 mmol) was added in slowly. The reaction was stirred for 3 hours at room temperature under nitrogen. The reaction was diluted with ethyl acetate and water. The ethyl acetate was separated and washed three times each with 25 mL of 1N aqueous hydrochloric acid and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was treated with hexanes to crystallize 794 mg of the title compound. (90%). EA calculated for: C18H21N3O4ClF: C, 54.34; H, 5.32; N, 10.56. Found: C, 54.30; H, 5.36; N, 10.44. MS(IS) m/z 398 (M+).

Provenance & Evidence